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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1356013Generated: October 23, 2026

(Quinolin-2-yl)methanamine dihydrochloride → 4-Chloro-6-(2-furyl)-5-methylpyrimidine-2-amine

https://huagongshe.com/en/reaction/1356013

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(Quinolin-2-yl)methanamine dihydrochlorideHCID 18507294—
ReactantTrifluoromethanesulfonic acid 2-amino-6-furan-2-yl-5-methyl-pyrimidin-4-yl esterHCID 86583753—
Solvent1,2-DimethoxyethaneHCID 8071—
Product4-Chloro-6-(2-furyl)-5-methylpyrimidine-2-amineHCID 1850724350%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a stirred solution of 250 mg (0.77 mmol) trifluoromethanesulfonic acid 2-amino-6-furan-2-yl-5-methyl-pyrimidin-4-yl ester in 10 ml DME was added 489 mg (2.12 mmol) 2-(aminomethyl)quinoline dihydrochloride and the mixture heated at 80° C. for 16 hours. The reaction mixture was then concentrated in vacuo. Chromatography (ethyl acetate/hexane 4/1) followed by trituration in ether/hexane afforded 80 mg (50%) 4-chloro-6-furan-2-yl-5-methyl-pyrimidin-2-ylamine as a white crystalline solid. ES-MS m/e (%): 212 (M{37Cl}+H+, 50), 210 (M{35Cl}+H+, 100).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06586441B2
Source datasetuspto-grants-2003_07
ORD IDord-c977743f553b4ed087bc3a24d77fb843
Source noteuspto-grants-2003_07